Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccnc(Nc2cc(C)cc(-c3sc(N4CCCNC(=O)C4)nc3Cl)c2)n1
InChiKey
IRMNJEKKOFIOAQ-UHFFFAOYSA-N
Route Signature
ee5954eb42ead4124e864055af9167fc88c43a15b557ac7f1b5b4dd06101105a
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_a927710b147e3d252f0bcb57",
"signature": "ee5954eb42ead4124e864055af9167fc88c43a15b557ac7f1b5b4dd06101105a",
"contentHash": "82967e4f361bc7efecd012eeb00cdda8415112d82ef8faf2a9859ddb8c1393e8",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_7c04b895a4fb67e6c184b3fd",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-06328",
"moleculeId": "sa_06aa0758271e00c3d7f87327",
"smiles": "COc1ccnc(Nc2cc(C)cc(-c3sc(N4CCCNC(=O)C4)nc3Cl)c2)n1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_06aa0758271e00c3d7f87327",
"inchikey": "IRMNJEKKOFIOAQ-UHFFFAOYSA-N",
"smiles": "COc1ccnc(Nc2cc(C)cc(-c3sc(N4CCCNC(=O)C4)nc3Cl)c2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15900",
"routeId": "sa_a927710b147e3d252f0bcb57",
"moleculeId": "sa_06aa0758271e00c3d7f87327",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_06aa0758271e00c3d7f87327",
"inchikey": "IRMNJEKKOFIOAQ-UHFFFAOYSA-N",
"smiles": "COc1ccnc(Nc2cc(C)cc(-c3sc(N4CCCNC(=O)C4)nc3Cl)c2)n1"
},
"smiles": "COc1ccnc(Nc2cc(C)cc(-c3sc(N4CCCNC(=O)C4)nc3Cl)c2)n1",
"reactionStepId": "sa_3e6b491ae1f463b52607eb25",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120309735A1;0196;1306753\",\"rsmi\":\"Cl[c:5]1[n:4][c:3]([O:2][CH3:1])[cH:30][cH:29][n:28]1.[NH2:6][c:7]1[cH:8][c:9]([CH3:10])[cH:11][c:12](-[c:13]2[c:14]([Cl:15])[n:16][c:17]([N:18]3[CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:24])[CH2:25]3)[s:26]2)[cH:27]1>CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)C(F)(F)F.O=C(O)O.[K+].[K+].[Pd].[Pd]>[CH3:1][O:2][c:3]1[n:4][c:5]([NH:6][c:7]2[cH:8][c:9]([CH3:10])[cH:11][c:12](-[c:13]3[c:14]([Cl:15])[n:16][c:17]([N:18]4[CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:24])[CH2:25]4)[s:26]3)[cH:27]2)[n:28][cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"Cl[c:5]1[n:4][c:3]([O:2][CH3:1])[cH:30][cH:29][n:28]1.[NH2:6][c:7]1[cH:8][c:9]([CH3:10])[cH:11][c:12](-[c:13]2[c:14]([Cl:15])[n:16][c:17]([N:18]3[CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:24])[CH2:25]3)[s:26]2)[cH:27]1>CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)C(F)(F)F.O=C(O)O.[K+].[K+].[Pd].[Pd]>[CH3:1][O:2][c:3]1[n:4][c:5]([NH:6][c:7]2[cH:8][c:9]([CH3:10])[cH:11][c:12](-[c:13]3[c:14]([Cl:15])[n:16][c:17]([N:18]4[CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:24])[CH2:25]4)[s:26]3)[cH:27]2)[n:28][cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_3e6b491ae1f463b52607eb25",
"reactionHash": "3d76c596c6eea84fdf2debb894fdc56cbb286877456ebdaa3bd717d8cf9566d8"
},
"children": [
{
"id": "15901",
"routeId": "sa_a927710b147e3d252f0bcb57",
"moleculeId": "sa_4119c27c31791f67ffc85250",
"parentId": "15900",
"isLeaf": true,
"molecule": {
"id": "sa_4119c27c31791f67ffc85250",
"inchikey": "BDXYNMVQMBCTDB-UHFFFAOYSA-N",
"smiles": "COc1ccnc(Cl)n1"
},
"smiles": "COc1ccnc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15902",
"routeId": "sa_a927710b147e3d252f0bcb57",
"moleculeId": "sa_30fcbe508d749fec144f39f1",
"parentId": "15900",
"isLeaf": false,
"molecule": {
"id": "sa_30fcbe508d749fec144f39f1",
"inchikey": "TYURYUWNDNOGJB-UHFFFAOYSA-N",
"smiles": "Cc1cc(N)cc(-c2sc(N3CCCNC(=O)C3)nc2Cl)c1"
},
"smiles": "Cc1cc(N)cc(-c2sc(N3CCCNC(=O)C3)nc2Cl)c1",
"reactionStepId": "sa_eaec72743232b20f345e1912",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120309735A1;0195;1306752\",\"rsmi\":\"Br[c:5]1[c:6]([Cl:7])[n:8][c:9]([N:10]2[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[CH2:17]2)[s:18]1.CC1(C)OB([c:4]2[cH:3][c:2]([CH3:1])[cH:22][c:20]([NH2:21])[cH:19]2)OC1(C)C>C1COCCO1.Cl[Pd]Cl.O=C(O)O.[Fe+2].[Na+].[Na+]>[CH3:1][c:2]1[cH:3][c:4](-[c:5]2[c:6]([Cl:7])[n:8][c:9]([N:10]3[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[CH2:17]3)[s:18]2)[cH:19][c:20]([NH2:21])[cH:22]1\"},\"mapped_reaction_smiles\":\"Br[c:5]1[c:6]([Cl:7])[n:8][c:9]([N:10]2[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[CH2:17]2)[s:18]1.CC1(C)OB([c:4]2[cH:3][c:2]([CH3:1])[cH:22][c:20]([NH2:21])[cH:19]2)OC1(C)C>C1COCCO1.Cl[Pd]Cl.O=C(O)O.[Fe+2].[Na+].[Na+]>[CH3:1][c:2]1[cH:3][c:4](-[c:5]2[c:6]([Cl:7])[n:8][c:9]([N:10]3[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[CH2:17]3)[s:18]2)[cH:19][c:20]([NH2:21])[cH:22]1\"}",
"reactionStep": {
"id": "sa_eaec72743232b20f345e1912",
"reactionHash": "4dcd124c4b4f76f9383014c9963c9f41634fef21f7197f91f3caecc62d619440"
},
"children": [
{
"id": "15903",
"routeId": "sa_a927710b147e3d252f0bcb57",
"moleculeId": "sa_22b69b29c42b8eda623e10b0",
"parentId": "15902",
"isLeaf": true,
"molecule": {
"id": "sa_22b69b29c42b8eda623e10b0",
"inchikey": "RCNTYSJFQLDZAI-UHFFFAOYSA-N",
"smiles": "Cc1cc(N)cc(B2OC(C)(C)C(C)(C)O2)c1"
},
"smiles": "Cc1cc(N)cc(B2OC(C)(C)C(C)(C)O2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15904",
"routeId": "sa_a927710b147e3d252f0bcb57",
"moleculeId": "sa_36224bb05ba8458f523cdd20",
"parentId": "15902",
"isLeaf": false,
"molecule": {
"id": "sa_36224bb05ba8458f523cdd20",
"inchikey": "XRHNGLYNZQBSMR-UHFFFAOYSA-N",
"smiles": "O=C1CN(c2nc(Cl)c(Br)s2)CCCN1"
},
"smiles": "O=C1CN(c2nc(Cl)c(Br)s2)CCCN1",
"reactionStepId": "sa_4e2406a7e97350fe90167d6b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120309735A1;0194;1306751\",\"rsmi\":\"O=C1CCC(=O)N1[Br:10].[O:1]=[C:2]1[CH2:3][N:4]([c:5]2[n:6][c:7]([Cl:8])[cH:9][s:11]2)[CH2:12][CH2:13][CH2:14][NH:15]1>CCOC(C)=O.ClC(Cl)Cl>[O:1]=[C:2]1[CH2:3][N:4]([c:5]2[n:6][c:7]([Cl:8])[c:9]([Br:10])[s:11]2)[CH2:12][CH2:13][CH2:14][NH:15]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:10].[O:1]=[C:2]1[CH2:3][N:4]([c:5]2[n:6][c:7]([Cl:8])[cH:9][s:11]2)[CH2:12][CH2:13][CH2:14][NH:15]1>CCOC(C)=O.ClC(Cl)Cl>[O:1]=[C:2]1[CH2:3][N:4]([c:5]2[n:6][c:7]([Cl:8])[c:9]([Br:10])[s:11]2)[CH2:12][CH2:13][CH2:14][NH:15]1\"}",
"reactionStep": {
"id": "sa_4e2406a7e97350fe90167d6b",
"reactionHash": "530b378871a71ee50cb98828fd630530b29d7ae7509c434db02872e49a1c4d3a"
},
"children": [
{
"id": "15905",
"routeId": "sa_a927710b147e3d252f0bcb57",
"moleculeId": "sa_ad9b56d49facd76714bfe1e6",
"parentId": "15904",
"isLeaf": true,
"molecule": {
"id": "sa_ad9b56d49facd76714bfe1e6",
"inchikey": "OQRUSCXIOOWEEX-UHFFFAOYSA-N",
"smiles": "O=C1CN(c2nc(Cl)cs2)CCCN1"
},
"smiles": "O=C1CN(c2nc(Cl)cs2)CCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15906",
"routeId": "sa_a927710b147e3d252f0bcb57",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "15904",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}